Synthesis of (±)-coerulescine and a formal synthesis of (±)-horsfiline

Chang, Meng‐Yang; Pai, Chun-Li; Kung, Yung-Hua

doi:10.1016/j.tetlet.2005.10.015

Cited by 65 publications

(11 citation statements)

References 44 publications

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“…The versatility of the method was illustrated with various isatin derivatives and their reactions with compounds 58 under the influence of TiCl 4 in moderate to excellent yields (Scheme ) . This method gave access to spiro‐oxindoles, a privileged class of compounds represented in a number of bioactive natural products such as welwitindolinone A, coerulescine, horsfiline, alstonisine, surugatoxin, spirotryprostatin A, elacomine, etc …”

Section: Spiro Cyclization: Monocyclizationmentioning

confidence: 99%

Recent Advances in Prins Spirocyclization

et al. 2017

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The classical Prins cyclization has been one of the most intensively studied reactions during the last two decades, and it has found many applications in key steps of natural product syntheses, especially for products containing tetrahydropyran motifs and related structures in their core skeletons. The application of this reaction to the synthesis of spirocylic networks has made substantial progress recently. Spiro motifs are found in many natural products with promising biorelevance and are increasingly being incorporated in drug candidates. Further, various spirocyclic chiral ligands have shown promising efficiency in asymmetric synthesis. Here a compilation of recent spiroannulation reactions by Prins cyclization is presented, focusing on the scope and versatility of this method.

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Section: Spiro Cyclization: Monocyclizationmentioning

confidence: 99%

Recent Advances in Prins Spirocyclization

et al. 2017

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“…Indole holds a noticeable ability among the various heterocyclic systems because it is present as a core unit in a number of compounds having a wide spectrum of biological activates. [31][32][33][34][35][36][37] The development of efficient and convenient syntheses of novel bioactive organic compounds, such as spirooxindoles is an important current research area, with MCRs considered the most efficient method of preparing spirooxindoles. [31][32][33][34][35][36][37] The development of efficient and convenient syntheses of novel bioactive organic compounds, such as spirooxindoles is an important current research area, with MCRs considered the most efficient method of preparing spirooxindoles.…”

Section: Introductionmentioning

confidence: 99%

N,2-Dibromo-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide: an efficient and homogeneous catalyst for one-pot synthesis of 4H-pyran, pyranopyrazole and pyrazolo[1,2-b]phthalazine derivatives under aqueous media

et al. 2015

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An international journal to further the chemical sciencesRSC Advances is an international, peer-reviewed, online journal covering all of the chemical sciences, including interdisciplinary fields.The criteria for publication are that the experimental and/or theoretical work must be high quality, well conducted and demonstrate an advance by adding to the development of the field . It is essential that all research work reported in RSC Advances is well-carried out and wellcharacterised. There should be enough supporting evidence for the claims made in the manuscript. When preparing your report, please:• comment on the originality and scientific reliability of the work;• comment on the characterisation of the compounds/materials reported -has this been accurately interpreted and does it support the conclusions of the work;

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“…Indole and its derivatives are known as an important class of heterocyclic compounds in the pharmaceutical industry as well as in synthetic chemistry [20][21][22][23]. On the other hand, the spirooxindole unit is privileged heterocyclic motif that forms the core of a large family of alkaloid and natural products with strong bioactivity pro�les and signi�cant structural properties [24][25][26][27][28][29][30][31].…”

Section: Introductionmentioning

confidence: 99%

NiO Nanoparticles: An Efficient Catalyst for the Multicomponent One‐Pot Synthesis of Novel Spiro and Condensed Indole Derivatives

Sachdeva

Dwivedi

Bhattacharjee

et al. 2012

Journal of Chemistry

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An efficient catalytic protocol for the synthesis of novel spiro[indoline-3,4′-pyrano[2,3-c]thiazole]carbonitriles and condensed thiazolo[5′′,4′′:5′,6′]pyrano[4′,3′:3,4]furo[2,3-b]indole derivatives is developed in a one-pot three-component approach involving substituted 1H-indole-2,3-diones, activated methylene reagent, and 2-thioxo-4-thiazolidinone under conventional heating and microwave irradiation. This paper describes the use of NiO nanoparticles as catalyst for the synthesis of novel spiro and condensed indole derivatives by Knoevenagel condensation followed by Michael addition. The advantageous features of this methodology are operational simplicity, high yield processing, and easy handling. The particle size of NiO nanoparticle was determined by XRD. After reaction course, NiO nanoparticles can be recycled and reused without any apparent loss of activity.

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Synthesis of (±)-coerulescine and a formal synthesis of (±)-horsfiline

Cited by 65 publications

References 44 publications

Recent Advances in Prins Spirocyclization

Recent Advances in Prins Spirocyclization

N,2-Dibromo-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide: an efficient and homogeneous catalyst for one-pot synthesis of 4H-pyran, pyranopyrazole and pyrazolo[1,2-b]phthalazine derivatives under aqueous media

NiO Nanoparticles: An Efficient Catalyst for the Multicomponent One‐Pot Synthesis of Novel Spiro and Condensed Indole Derivatives

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